- Molting hormonal and larvicidal activities of aliphatic acyl analogs of dibenzoylhydrazine insecticides
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Dibenzoylhydrazines are the nonsteroidal ecdysone agonists. Using comparative molecular field analysis, we previously found that the alkyl side chain of 20-hydroxyecdysone (20E) is three-dimensionally superposable with one of their two aryl moieties. To identify the aryl moiety that is better superposable on the alkyl chain, we synthesized compounds in which one of the two aryl groups of tebufenozide (N-t-butyl-N-3,5-dimethylbenzoyl-N'-4- ethylbenzoylhydrazine) is replaced by alkyl groups such as C4H9, C5H11, and C6H13. The molting hormonal activity of these compounds was measured using cultured integuments prepared from rice stem borers, Chilo suppressalis Walker, in terms of stimulation of incorporation of N:acetyl- [14C]glucosamine. N-t-Butyl-N-3,5-dimethylbenzoyl-N'-acylhydrazines with a hexanoyl or heptanoyl group were about 20-fold higher than that of 20E, whereas N-acyl-N-t-butyl-N'-4-ethylbenzoylhydrazines with a hexanoyl or heptanoyl group were much weaker than 20E. Their larvicidal activity was also measured against rice stem borers. The former series of compounds were much more active than the other series as well as 20E. Thus, the benzoyl moiety of dibenzoylhydrazines, which is bound to the secondary nitrogen atom (-NH-), is replaceable by aliphatic acyl groups without, greatly, affecting the biological activities.
- Shimizu, Bun-Ichi,Nakagawa, Yoshiaki,Hattori, Kazunari,Nishimura, Keiichiro,Kurihara, Norio,Ueno, Tamio
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- NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND
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An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.
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- Bioavailable diacylhydrazine ligands for modulating the expression of exogenous genes via an ecdysone receptor complex
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The present invention relates to non-steroidal ligands for use in nuclear receptor-based inducible gene expression system, and a method to modulate exogenous gene expression in which an ecdysone receptor complex comprising: a DNA binding domain; a ligand binding domain; a transactivation domain; and a ligand is contacted with a DNA construct comprising: the exogenous gene and a response element; wherein the exogenous gene is under the control of the response element and binding of the DNA binding domain to the response element in the presence of the ligand results in activation or suppression of the gene.
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Page/Page column 5
(2008/06/13)
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- N′-tert-butyl-N′-aroyl-N-(alkoxycarbonylmethyl)-N- aroylhydrazines, a novel nonsteroidal ecdysone agonist: Syntheses, insecticidal activity, conformational, and crystal structure analysis
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Seventeen N′-tert-butyl-N′-aroyl-N-(alkoxycarbonylmethyl)-N-aroylhydrazines were synthesized, and their insecticidal activities against armyworm (Leucania separata (Walker)) were tested. The conformation and structure of compound 1b was studied by 1H NMR spectroscopy and X-ray crystallography. The crystal structure belongs to the orthorhombic system and the N-N bond adopts a gauche conformation, which was assumed to be the active conformation, with a dihedral angle of 69.9°.
- Cao,Qian,Song
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p. 272 - 278
(2007/10/03)
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- Insecticidal combination to control mammal fleas, in particular fleas on cats and dogs
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Process and composition, in particular for controlling fleas on small mammals, characterized in that the composition includes, on the one hand, at least one insecticide of 1-N-arylpyrazole type, in particular fipronil, and, on the other hand, at least one compound of IGR (insect growth regulator) type, in doses and proportions which are parasiticidally effective on fleas, in a fluid vehicle which is acceptable for the animal and convenient for local application to the skin, preferably localized over a small surface area.
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- Insecticidal compositions and methods of use employing imidacloprid and another insecticide
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The present invention relates to insecticidal mixtures of chloronicotinyl insecticides of the formula (I) STR1 in which R1 represents C1 -C5 -alkyl, R2 represents hydrogen or C1 -C5 -alkyl, or R1 and R2 together represent --CH2 --CH2 --; --CH2 --CH2 --CH2 -- or STR2 X represents an NH group, NCH3 group or represents sulphur, Y represents nitrogen or a CH group and Z represents cyano or nitro, with one or more of the synergists mentioned in the description.
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- Preparation of 1,2-diacyl-2-(t-alkyl)hydrazines
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The present invention provides a process for preparing 1,2-diacyl-2-(t-alkyl)hydrazines. More particularly, the present invention a process for preparing the aforesaid diacylhydrazines utilizing a solvent comprising an ester or a mixture of an ester and water in a process wherein an aromatic acid chloride is reacted in a first step with a t-alkylhydrazine or a corresponding acid addition salt of a t-alkylhydrazine such as the hydrochloride salt in the presence of a base to afford a 1-acyl-2-t-alkylhydrazine followed by a second step wherein an aromatic acid chloride is reacted with the aforesaid monoacylhydrazine in the presence of a base to afford the desired 1,2-diacyl-2-(t-alkyl)hydrazine. Such compounds are known to have excellent insecticidal activity against insects of the orders Lepidoptera and Coleoptera.
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- Dibenzoylalkylcyanohydrazines
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This invention relates to dibenzoylalkylcyanohydrazines which are useful as pesticides, compositions containing those compounds, methods of controlling pests and processes for preparing these compounds.
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